Sodium Bicarbonate → HCID 10369545, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-methyl-3-naphthalen-2-yl-6-pyrrolidin-3-yl-1H-[4,4′]bipyridinyl-2-one (prepared following the same method as described for 1′-methyl-5′-naphthalen-2-yl-1,2,3,4,5,6-hexahydro-1′H-[4,2′;4′,4″]terpyridin-6′-one, Scheme 12) (200 mg, 0.52 mmol) in dry CHCl3 (5 mL) under nitrogen was added (2-oxo-ethyl)-carbamic acid tert-butyl ester (209 mg, 1.3 mmol) and sodium triacetoxy borohydride (165 mg, 0.78 mmol) and then heated at 80° C. for 2 h. After cooling down to RT the mixture was diluted with CH2Cl2 and sat solution of NaHCO3 and the organic layer was taken. The organic phase was successively washed with H2O, brine and dried (Na2SO4). The crude was purified by flash chromatography (3%, 2M methanol ammonia in DCM) to obtain the title compound (50 mg, 18%) as a yellow solid. MS (ES+): 525 (M+H)+.

Provenance & Evidence